Neutral camphorate of phenyldimethylpyrazolon and process of making same.



UNITED STATES PATENT OFFICE.

BAPTIST REUTER, OF HCCHST-ON-THE-MAIN', GERMANY, ASSIGNOR TO THEFARBWERKE, VORM. MEISTER, LUOIUS & BRIINING, OF SAME PLACE.

NEUTRAL CAMPHORATE OF PHENYLDIMETHYLPYRAZOLON AND PROCESS OF MAKINGSAME.

SPECIFICATION forming part of Letters Patent No. 674,687, dated May 21,1901.

Application filed November 24, 1900. Serial No. 37,560- (Specimens) Toall whom it Wtay concern:

Be it known that I, BAPTIST REUTER, Ph. D., a citizen of the Empire ofGermany, residing in Hochst-on-the-Main, Germany, have invented certainnewand useful Improvements in the Manufacture of a Neutral Oamphorate ofPhenyldimethylpyrazolon, of which the following is a specification.

I have found that by the action of one molecular proportion of camphoricacid on two molecular proportions of ph'enyldimethylpyrazolon a neutralcam phorate of this base may be obtained, which possesses valuabletherapeutic properties.

The neutral camphorate of phenyldimethylpyrazolon is intended forinternal medicinal use in the form of powders, lozenges, or solutionsand in doses of from 0.3 to 0.75 of a grain for adults. It possessesantipyretic and antihydrotic properties, just as its components. Theantihydrotic action of the new compound, however, is much stronger thanwas to be expected from its contents of camphoric acid, while the toxicaction of phenyldimethylpyrazolon is greatly reduced.

To manufacture the neutral camphorate of phenyldimethylpyrazolon, Iproceed as follows:

Example I: Three hundred and seventy-six kilos (two molecularproportions) of phenyldimethylpyrazolon, finely pulverized and welldried, are mixed in a ball-mill with two hundred kilos (one molecularproportion) of finelypulverized dried camphoric acid, and thismixture is heated at about 100 centigrade. When cold, the masssolidifies in crystals. It is then pulverized and mixed with a littleligroin, from which it is separated by filtration, and then dried at 40centigrade in oacuo.

The neutral camphorate of phenyldimethylpyrazolon is a white crystallinepowder hav ing a melting-point of 98 to 100 centigrade, readily solublein hot water, alcohol, and dilute acids and soluble with difiiculty inether, benzene, and ligroin.

Example II: Three hundred and seventysixkilos of dry pulverizedphenyldimethylpyrazolon andtwo hundred kilos of dried pulverizedcamphoric acid are dissolved by heating in five hundred and seventy-sixkilos of benzene, filtered, and on the solution becoming cold four timesthe quantity of ligroin are added. The camphorate is then separated byfiltration as rough crystals, washed with ligroin, and dried in vacuo at40 centigrade, producing white crystals having a melting-point of 98 to100 centigrade.

Having thus described my invention, what I claim is-- 1. Theherein-described process of making a compound of phenyldimethylpyrazolonwith camphoric acid, which consists in causing two molecular proportionsof phenyldimethylpyrazolon to act on one molecular proportion ofcamphoric acid, substantially as set forth.

2. As a new product the neutral camphorate of phenyldimethylpyrazolon,being white crystals of a melting-point of 98 to 100 centigrade, readilysoluble in hot water, alcohol,

and dilute acids, soluble with difficulty in ether, benzene and ligroin,and having antipyretic and antihydrotic properties.

In testimony that I claim the foregoing as my invention I have signed myname in presence of two subscribing witnesses.

BAPTIST REUTER.

Witnesses ALFRED BRISBOIS, BERNHARD LEYDECKER.

